Question 4 10 pts When balancing this reaction it should be clear to you that on

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Question 4 10 pts When balancing this reaction it should be clear to you that one molar equivalent of aromatic compound reacts with one molar equivalent of amine to provide one mole of the desired product. When you look at the experimental data the researchers use an excess of the amine and the use of this excess is fundamentally important for the formation of the desired product in high yield. If you used a 1:1 molar equivalents of starting materials the highest yield you would expect would be a 50% experimental yield. Why? HF has a pka of 3.17 while benzyl amine has a pkb of 4.6 Hl has a pka of -10, while benzyl amine has a pkb of 9.4 With a reaction of such high dilution, to ensure the two reactant collide at the correct orientation and at the correct energy to overcome the activation barrier it is necessary to have 2 equivalents of amine in this reaction process. Balancing the reaction shows that a 1:1 ratio of starting material produces 1 equivalent of product, thus there is no way to infer what the experimental yield would be other than performing the reaction. Since this publication does not provide information of the reaction yield using the 1:1 ratio it must be assumed that the yield could be up to 100%. HCI has a pka of -7, while benzyl amine has a pka of 9.4

Explanation / Answer

Balancing the reaction shows that a 1:1 ratio of starting materials produces 1 equivalent products, thus there is no way to infer what the experimental yield would be other than performing the reaction. Since this publication does not provide information of the reaction yield using the 1:1 ratio it must be assumed that the yield could be up to 100%

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